Enantioselective Haloetherifications Catalyzed by 1,1'-Bi-2-naphthol (BINOL) Phosphates: From Symmetrical Alkenediols to Simple Alkenols.

Müller CH, Rösner C, Hennecke U

Abstract

Asymmetric haloetherifications can be conducted using 1,1'-bi-2-naphthol (BINOL) phosphates as catalyst. In combination with simple N-haloamides such as N-iodopyrrolidinone or N-bromosuccinimide, good enantioselectivities can be achieved. However, depending on the substrate, the choice of BINOL phosphate is important, and different catalysts show remarkably different selectivities.